Wailea, HI Homes

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  $2,495,000 Pending

  • 3 Beds
  • 4 Baths
  • 2,526 Sq Ft

  124 Waaula Place, Kihei, HI 96753

  Discover the pinnacle of modern island living at 124 Waaula Pl, a completely reimagined 3-bedroom, 3.5-bath residence with a den and separate living area, ideally situated in the gated Wailea Kai community—just across the street from world-renowned Keawakapu Beach. Completed in 2023, this extensive renovation transformed the home from the foundation up. Virtually every system—electrical,

  

  Bradley MacArthur

  Hawaii Life (W)

  (808) 515-5886

  124 Waaula Place, Kihei, HI 96753
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  /10

  $5,000 per month

  • 2 Beds
  • 1 Bath
  • 964 Sq Ft
  • House for Rent

  591 Kumulani Dr, Kihei, HI 96753

  Property Id: 516252 bed 1 Bath Ohana with independent driveway. AC in every room. Just renovated with tile through out. Extra beds in bedroom can sleep 5. Has own washer dryer, carport.

  591 Kumulani Dr, Kihei, HI 96753
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  $1,350,000 Sold Feb 14, 2025

  2757 S Kihei Rd Unit 203, Kihei, HI 96753

  • 3 Beds
  • 2 Baths
  • 1,389 Sq Ft
  • Built 2023

  Last Sold Summary

  • 10% Below List Price
  • $972/SF
  • 37 Days On Market

  Current Estimated Value $1,328,389

  Last Listing Agent Geoffrey Cook Century 21 Island Homes

  2757 S Kihei Rd Unit 203, Kihei, HI 96753
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  Est $567,283 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 750 Sq Ft

  160 Keonekai Rd Unit 5-102, Kihei, HI 96753

  160 Keonekai Rd Unit 5-102, Kihei, HI 96753
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  $735,000

  • 1 Bed
  • 1 Bath
  • 778 Sq Ft

  2737 S Kihei Rd Unit 244, Kihei, HI 96753

  Unobstructive access to Kamaole Beach Park III. Enjoy the ocean views from the lanai of this corner unit. In addition to the 2 swimming pools, the tennis court is also used as a pickle ball court. Beautiful gardens and tropical landscaping. Please contact your favorite Realtor to schedule your private showing.

  

  Karin Carlson

  Hawaii Life (W)

  (808) 435-2176

  2737 S Kihei Rd Unit 244, Kihei, HI 96753
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  $4,400 per month

  • 2 Beds
  • 2 Baths
  • 949 Sq Ft
  • Condo for Rent

  3950 Kalai Waa St Unit M202, Kihei, HI 96753

  3950 Kalai Waa St Unit M202, Kihei, HI 96753
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  /36

  $1,725,000 Sold Feb 27, 2025

  3300 Wailea Alanui Dr Unit 6E, Kihei, HI 96753

  • 1 Bed
  • 2 Baths
  • 952 Sq Ft
  • Built 1976

  Last Sold Summary

  • 1% Below List Price
  • $1,812/SF
  • 3 Days On Market

  Current Estimated Value $1,643,812

  Last Listing Agent Jolanta Frazier Coldwell Banker Island Prop(S)

  3300 Wailea Alanui Dr Unit 6E, Kihei, HI 96753
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  /30

  Est $2,037,831 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 365,904 Sq Ft

  129 Poailani Place Unit 23, Kihei, HI 96753

  129 Poailani Place Unit 23, Kihei, HI 96753
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  /48

  $999,900 Pending

  • 3 Beds
  • 2 Baths
  • 1,256 Sq Ft

  2730 Ohina St, Kihei, HI 96753

  Welcome to the highly sought-after Keonekai neighborhood in South Kihei! This gated and fully fenced property offers a private backyard oasis perfect for entertaining. Enjoy stunning ocean and sunset views from the two spacious viewing decks. The entertaining area contains an outdoor wet bar, additional decking and an above ground hot tub in your private backyard space. The home is designed for

  

  Jean Keating

  Coldwell Banker Island Prop-Ku

  (808) 556-7210

  2730 Ohina St, Kihei, HI 96753
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  $2,997 per month

  • 2 Beds
  • 1 Bath
  • 685 Sq Ft
  • House for Rent

  3442 Keha Dr, Kihei, HI 96753

  Dec move in special.No extra fee for your four legged friends.. Price just reduced..SERENE, TRANQUIL , FULLY RENOVATED HOME, with breath taking OCEAN VIEWS, LOCATED IN MAUI Meadows. Very private and quiet location, in gated yard.$2997 month +4.5% GET- 1 year lease ( water, gardener service, pest control and trash, service included)Tranquil 676 Sq ft cottage and 249 sq ft deck, lots

  3442 Keha Dr, Kihei, HI 96753
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  /45

  $1,565,000 Sold Aug 08, 2025

  2715 Puu Hoolai St, Kihei, HI 96753

  • 6 Beds
  • 5 Baths
  • 3,248 Sq Ft
  • Built 1996

  Last Sold Summary

  • 15% Below List Price
  • $482/SF
  • 122 Days On Market

  Current Estimated Value $1,691,554

  Last Listing Agent Ralph Gorgoglione Maui Life Homes Inc

  2715 Puu Hoolai St, Kihei, HI 96753
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  /40

  Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,188 Sq Ft

  2695 S Kihei Rd Unit 5-401, Kihei, HI 96753

  2695 S Kihei Rd Unit 5-401, Kihei, HI 96753
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  $899,000

  • 1 Bed
  • 2 Baths
  • 908 Sq Ft

  155 Wailea Ike Place Unit 104, Kihei, HI 96753

  The incredible opportunity to own an upgraded and modern unit at the Grand Champions in Wailea is here. Unit 104 sits on the top floor with high ceilings, expansive golf course and mountain views plus a peek-a-boo view of the ocean from the bedroom. This private and sophisticated 908 square feet, 1 bedroom 2 bath condo is ideally positioned in the perfect location for easy access to luxurious

  Jesse Wald Coldwell Banker Island Prop-KP

  155 Wailea Ike Place Unit 104, Kihei, HI 96753
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  /50

  $850,000 Sold Mar 20, 2025

  4400 Makena Rd Unit 201, Kihei, HI 96753

  • 2 Beds
  • 2 Baths
  • 1,238 Sq Ft
  • Built 1981

  Last Sold Summary

  • 5% Below List Price
  • $687/SF
  • 143 Days On Market

  Current Estimated Value $3,758,577

  Last Listing Agent Don McEntire McEntire Realty

  4400 Makena Rd Unit 201, Kihei, HI 96753
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  Est $1,132,118 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 98,838 Sq Ft

  2757 S Kihei Rd Unit 803, Kihei, HI 96753

  2757 S Kihei Rd Unit 803, Kihei, HI 96753
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  /31

  $1,188,000

  • 2 Beds
  • 2 Baths
  • 1,148 Sq Ft

  155 Wailea Ike Place Unit 29, Kihei, HI 96753

  The one you’ve been waiting for at Grand Champions: Unit #29! Rarely do these ground floor corner locations become available in the community. From top to bottom, this villa has so much to offer. With beautiful views of Haleakala, this home is conveniently located on the tranquil, back end of the complex. The covered lanai looks east over the Wailea Blue Golf Course, and offers homeowners the

  Dano Sayles Coldwell Banker Island Prop(S)

  155 Wailea Ike Place Unit 29, Kihei, HI 96753
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  $470,000 Sold Oct 10, 2025

  2747 S Kihei Rd Unit B106, Kihei, HI 96753

  • 2 Beds
  • 2 Baths
  • 719 Sq Ft
  • Built 1992

  Last Sold Summary

  • 5% Below List Price
  • $654/SF
  • 8 Days On Market

  Current Estimated Value $483,318

  Last Listing Agent Marilyn Steinmetz AOK Properties LLC

  2747 S Kihei Rd Unit B106, Kihei, HI 96753
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  /28

  Est $550,613 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 750 Sq Ft

  160 Keonekai Rd Unit 8-204, Kihei, HI 96753

  160 Keonekai Rd Unit 8-204, Kihei, HI 96753
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  $3,595,000 Open Mon 2PM - 5PM

  • 2 Beds
  • 2 Baths
  • 1,347 Sq Ft

  3600 Wailea Alanui Dr Unit 2201, Kihei, HI 96753

  Aloha as what better Holiday gift than a nice Wailea Elua!!! Wailea Elua, one of Wailea's premier properties situated on twenty-five acres with direct beach and ocean access. Wailea Elua boasts as one of the lowest density real estate properties in Wailea; 2201 is situated on the southern most Elua border with privacy. This fine tastefully remodeled ground floor condominium offers easy access and

  Bruce McDonald Coldwell Banker Island Prop(S)

  3600 Wailea Alanui Dr Unit 2201, Kihei, HI 96753
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  $1,690,000 Sold Nov 24, 2025

  2960 S Kihei Rd Unit 209, Kihei, HI 96753

  • 2 Beds
  • 2 Baths
  • 767 Sq Ft
  • Built 1973

  Last Sold Summary

  • 16% Below List Price
  • $2,203/SF
  • 121 Days On Market

  Last Listing Agent Brett Christiansen Compass-W

  2960 S Kihei Rd Unit 209, Kihei, HI 96753
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  /50

  Not Listed For Sale

  • 1 Bed
  • 2 Baths
  • 653,400 Sq Ft

  2695 S Kihei Rd Unit 5-207, Kihei, HI 96753

  2695 S Kihei Rd Unit 5-207, Kihei, HI 96753
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  /50

  $6,195,000

  • 2 Beds
  • 2 Baths
  • 1,978 Sq Ft

  3800 Wailea Alanui Dr Unit 407, Kihei, HI 96753

  Revered for its compelling and mesmerizing panoramic Ocean, Molokini Crater, Islands of Kaho’olawe & Lanai, and year-round Sunset views, unit #PH-407 is located in the “Penthouse” building at Wailea Beach Villas, a hotel resort, zoned for legal vacation rentals. The fourth floor, west-facing, corner location is simply exceptional. The living room offers an extra side window allowing plentiful

  Robbie Dein Maui Real Estate Advisors LLC

  3800 Wailea Alanui Dr Unit 407, Kihei, HI 96753
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  $2,475,000 Sold Jun 20, 2025

  72 Kainui Loop Unit 70A, Kihei, HI 96753

  • 3 Beds
  • 3 Baths
  • 1,796 Sq Ft
  • Built 2008

  Last Sold Summary

  • 17% Below List Price
  • $1,378/SF
  • 171 Days On Market

  Current Estimated Value $2,494,883

  Last Listing Agent Carla Lorimor Polaris Pacific

  72 Kainui Loop Unit 70A, Kihei, HI 96753
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  Est $2,686,252 Not Listed For Sale

  • 4 Beds
  • 4 Baths
  • 3,741 Sq Ft

  3408 Hookipa Place, Kihei, HI 96753

  3408 Hookipa Place, Kihei, HI 96753
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  $1,299,000

  • 2 Beds
  • 2 Baths
  • 1,052 Sq Ft

  2777 S Kihei Rd Unit 219, Kihei, HI 96753

  Priced to Sell! This 2bd/2bth unit in Maui Kamaole boasts impressive ocean and West Maui mountain views, and is perfectly situated in the complex between the two gorgeous pool areas. The spacious floor plan offers plenty of living space as well as 3 separate lanais, and being a corner unit provides an extra living room window for added natural light. Both bathrooms have been remodeled with

  Jordan Kamikawa Hawaii Life (W)

  2777 S Kihei Rd Unit 219, Kihei, HI 96753
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  $650,000 Sold Aug 21, 2025

  3950 Kalai Waa St Unit M102, Kihei, HI 96753

  • 2 Beds
  • 2 Baths
  • 949 Sq Ft
  • Built 1998

  Last Sold Summary

  • 13% Below List Price
  • $685/SF
  • 92 Days On Market

  Current Estimated Value $915,310

  Last Listing Agent Gary Mooers Coldwell Banker Island Prop(S)

  3950 Kalai Waa St Unit M102, Kihei, HI 96753
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  Est $551,410 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 756 Sq Ft

  160 Keonekai Rd Unit 17-102, Kihei, HI 96753

  160 Keonekai Rd Unit 17-102, Kihei, HI 96753
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  $825,000

  • 1 Bed
  • 2 Baths
  • 908 Sq Ft

  155 Wailea Ike Place Unit 145, Kihei, HI 96753

  This spacious 1 BR vacation rental in a prime location in Grand Champions in Wailea boasts amazing championship golf course (Wailea Blue) views, with a peak of the ocean through the trees beyond. Interior upgrades include bamboo cabinets, granite countertops, stainless appliances, and luxury vinyl plank in the bedroom. Resort amenities include two pools, spas, bike storage, and beautifully

  Gary Mooers Coldwell Banker Island Prop(S)

  155 Wailea Ike Place Unit 145, Kihei, HI 96753
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  $2,100,000 Sold May 23, 2025

  166 Heleuma Place, Kihei, HI 96753

  • 3 Beds
  • 2 Baths
  • 2,056 Sq Ft
  • Built 1988

  Last Sold Summary

  • 25% Below List Price
  • $1,021/SF
  • 103 Days On Market

  Current Estimated Value $2,142,556

  Last Listing Agent Christine Hamilton Coldwell Banker Island Prop(S)

  166 Heleuma Place, Kihei, HI 96753
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  Est $580,591 Not Listed For Sale

  • 2 Beds
  • 1.5 Baths
  • 673,002 Sq Ft

  160 Keonekai Rd Unit 16-104, Kihei, HI 96753

  160 Keonekai Rd Unit 16-104, Kihei, HI 96753
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  $2,650,000

  • 5 Beds
  • 4 Baths
  • 3,728 Sq Ft

  759 Kumulani Dr, Kihei, HI 96753

  Welcome to 759 Kumulani Dr, this beautiful home sits a top of one of the highest streets in Maui Meadows. This spacious 5-bedroom, 3.5-bath residence with an attached studio offers a serene location with a variety of living scenarios. On the main level, you will find a primary en-suite bedroom plus a second bedroom, powder room, living room, view decks, kitchen, and a separate full-size laundry.

  David McAlear Coldwell Banker Island Prop-Ku

  759 Kumulani Dr, Kihei, HI 96753
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  $1,636,000 Sold May 19, 2025

  2715 Kauhale St, Kihei, HI 96753

  • 4 Beds
  • 4 Baths
  • 2,509 Sq Ft
  • Built 1987

  Last Sold Summary

  • 14% Below List Price
  • $652/SF
  • 135 Days On Market

  Current Estimated Value $1,651,602

  Last Listing Agent Miranda Watson Coldwell Banker Island Prop-Ku

  2715 Kauhale St, Kihei, HI 96753
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  Not Listed For Sale

  • 1 Bed
  • 2 Baths
  • 653,400 Sq Ft

  2695 S Kihei Rd Unit 7-101, Kihei, HI 96753

  2695 S Kihei Rd Unit 7-101, Kihei, HI 96753
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  $975,000

  • 2 Beds
  • 2 Baths
  • 1,056 Sq Ft

  155 Wailea Ike Place Unit 65, Kihei, HI 96753

  Grand Champions Unit 65 offers the perfect blend of comfort, views, and Wailea lifestyle. This updated 2 bedroom, 2 bathroom corner unit spans 1,056 square feet and overlooks the 7th fairway of the Wailea Blue Golf Course, with lush greenery and golf course views from nearly every window. The open kitchen and living area create an inviting flow, featuring granite countertops and an eat in kitchen

  Tiffany Hyde Island Sotheby's Int'l Rlty(W)

  155 Wailea Ike Place Unit 65, Kihei, HI 96753
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  /2

  $1,260,000 Sold Mar 14, 2025

  3950 Kalai Waa St Unit S201, Kihei, HI 96753

  • 2 Beds
  • 2 Baths
  • 949 Sq Ft
  • Built 1998

  Last Sold Summary

  • $1,328/SF
  • 0 Days On Market

  Current Estimated Value $1,212,477

  Last Listing Agent Ken Smith Coldwell Banker Island Prop(S)

  3950 Kalai Waa St Unit S201, Kihei, HI 96753
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  /13

  Est $609,691 Not Listed For Sale

  • 2 Beds
  • 1.5 Baths
  • 673,002 Sq Ft

  160 Keonekai Rd Unit 11-103, Kihei, HI 96753

  160 Keonekai Rd Unit 11-103, Kihei, HI 96753
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  $3,349,000

  • 3 Beds
  • 2 Baths
  • 1,558 Sq Ft

  4000 Wailea Alanui Dr Unit 1904, Kihei, HI 96753

  From the moment you enter Wailea Point 1904, the world seems to pause. Before you lies a sea of liquid blue: waves shimmering under the sun, clouds drifting like silk across the West Maui Mountains, and the scent of salt carried on the breeze. It’s not just a view; it’s an experience that reaches into your senses and holds you there, suspended between sea and sky. Polished marble floors guide you

  Robbie Dein Maui Real Estate Advisors LLC

  4000 Wailea Alanui Dr Unit 1904, Kihei, HI 96753
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  $2,550,000 Sold Apr 02, 2025

  3150 Wailea Alanui Dr Unit 3106, Kihei, HI 96753

  • 2 Beds
  • 3 Baths
  • 1,699 Sq Ft
  • Built 1992

  Last Sold Summary

  • 15% Below List Price
  • $1,501/SF
  • 142 Days On Market

  Current Estimated Value $2,482,402

  Last Listing Agent Kento Tanaka-Tamaki Coldwell Banker Island Prop(S)

  3150 Wailea Alanui Dr Unit 3106, Kihei, HI 96753
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  Est $3,188,850 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 4,543 Sq Ft

  843 Kumulani Dr, Kihei, HI 96753

  843 Kumulani Dr, Kihei, HI 96753
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  $1,999,000

  • 2 Beds
  • 2 Baths
  • 1,248 Sq Ft

  59 Wailea Gateway Place Unit 4-103, Kihei, HI 96753

  What if your home offered one of the most breathtaking ocean views in all of Wailea? This Keala O Wailea 59-103 delivers a front row seat to Maui’s most iconic scenery. Experience elevated island living in this beautifully appointed 2 bedroom, 2 bathroom villa located within the highly sought after Keala O Wailea community. Built in 2018, this exclusive 70 residence enclave is perched along the

  Dano Sayles Coldwell Banker Island Prop(S)

  59 Wailea Gateway Place Unit 4-103, Kihei, HI 96753

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